alkene addition

MS 907 - Alkene Addition and Elimination Mechanisms Submitted by Matt on August 6, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 6

Keywords: alkene addition, carbocation, dehydration, E1 mechanism

Description: This mendel set is a complement to Carbocation Drills. It is meant to prepare students on how to approach longer and more complicated mechanisms. Reaction mechanisms covered:

  • Acid-catalyzed elimination (dehydration, E1)
  • Acid-catalyzed addition to an alkene
  • Halohydrin formation (halonium ions, which result in anti-additions.)

Total Problems: 4

MS 903 - Carbocation and Alkene Review Drills Submitted by Matt on August 6, 2011.

Textbook and Chapters: Carey and Giuliano 8th Ed. (2010), Chapters 4, 5, 6

Keywords: alkene addition, carbocation

Description: Identify the intermediates (carbocation, radical, borane intermediate, etc.) and products for important reactions dealing with alkenes. Good review for an orgo1 midterm.

Total Problems: 7

Problem # 529

Indicate the major organic product of the reaction below. Include stereochemistry.

Problem # 521
 

Let's work through a halogenation reaction. Draw the structures for each of the species in the four boxes below (3º carbocation, halonium ion, protonated thiol, and thiol). Also draw curved arrows to show electron movement. Note: thiol = RSH, like an alcohol, but with sulfur instead of oxygen.

Problem # 520
 

Let's work through an alkene addition reaction. Draw the structures for each of the species in the three boxes below (3º carbocation, protonated thiol, and thiol). Also draw curved arrows to show electron movement. Note: thiol = RSH, like an alcohol, but with sulfur instead of oxygen.

 

Problem # 345

For the reaction below, draw the structures of the radical intermediate and the final product.

 

Problem # 344

For the reaction below, draw the structures of the borane intermediate and the final product.

Problem # 343

For the reaction below, draw the structures of the chloronium ion intermediate and the final product.

Problem # 342

For the reaction below, draw the structures of the carbocation intermediate and the final product.

 

Problem # 336
 

Predict the product(s) of the reaction below, and used curved arrows to show a mechanism.